The RSS for the Jedi series radios require a true DOS operating system without Window running in the background. Also, you'll need a true serial port and a floppy disk reader. Some model radios will not like a speedy CPU so make sure that its old and slow.
I had an old XP Laptop with a Pentium I or II processor (Can't remember which now, I guess I can go look, it doesn't say but it is a 2001 Sony Vaio with an AMD 1 GHz processor) stripped of all XP (with a serial DB9 port) and Windows files and reloaded and reconfigured with only DOS, I believe 6.2, and I am running my Jedi series RSS programs with great success for the MT2000, HT1000, and Visar radios. Unfortunately, the Saber RSS program does not like the CPU Clock Speed of this laptop. The MTS2000 RSS is a CPS program that comes on a CD so I use my XP laptop for that program along with the Professional Series (EX600; HT750, CDM/HT1250, and CDM1550; PM400), and Astro 25 Series (Astro Saber and XTS 3000) programs.
If the OP needs his/her HT1000 radio programmed, I can do it and I won't charge. I'll do it just to help out. Charging a few dollars DMS (Doesn't Mean Stuff) at my age, and I don't mine helping out when I'm not hanging out with other old people at the pool everyday. You'll just need to pay the shipping cost both ways. Let me know if you want this done and I can email you the programming work sheets that I made up to help with your decision on how you want the radio programmed.
Let me know if you want my help.